CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111758 (12836)

Formula C₂₀H₁₇ClFN₅O₂

MW 413.84

InChIKey XYRPEQJKEVMQSV-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.72

logP 3.92646

PSA 113.46

MR 105.766

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -3.04478

PM7_Total_Energy_ev -4938.04812

PM7_Electronic_Energy_ev -39782.13985

PM7_Dipole_Debye 7.05456

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.393

PM7_LUMO_Energy_ev -0.913

PM7_COSMO_Area_square_ang 396.46

PM7_COSMO_Volue_cubic_ang 470.31

PM7_Electron_Affinity_ev 0.913

PM7_Ionization_Energy_ev 9.393

PM7_Energy_Gap_ev 8.48

PM7_Global_Hardness_ev 4.24

PM7_Global_Softness_ev 0.2358490566037736

PM7_Chemical_Potential_ev -5.153

PM7_Electronigativity_ev 5.153

PM7_Back_Donation_Energy_ev -1.06

PM7_Electrophilicity_ev 3.1312982311320754

OPENEYE_Name 1-(4-chloro-3-fluoro-phenyl)-3-cyano-2-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]guanidine

SMILES C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc(c(c3)F)Cl

Canonical_SMILES N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc(c(c1)F)Cl

InChI 1/C20H17ClFN5O2/c1-20(2)18(28)17(13-7-11(9-23)3-6-16(13)29-20)27-19(25-10-24)26-12-4-5-14(21)15(22)8-12/h3-8,17-18,28H,1-2H3,(H2,25,26,27)/f/h25-26H

InChI_3D 1S/C20H17ClFN5O2/c1-20(2)18(28)17(13-7-11(9-23)3-6-16(13)29-20)27-19(25-10-24)26-12-4-5-14(21)15(22)8-12/h3-8,17-18,28H,1-2H3,(H2,25,26,27)/t17-,18+/m1/s1

AuxInfo 1/1/N:19,20,3,4,6,5,7,8,1,2,9,11,10,14,13,12,16,17,15,18,29,28,21,22,24,25,23,27,26/E:(1,2)/F:m/E:m/rA:46cCCCCCCCCCCCCCCCCCCCCNNNNNOOFClHHHHHHHHHHHHHHHHH/rB:;;;d3;d4;;;s1s3d7;s7;s4d8;s5d10;s8;s6d13;;s10;s16;s17;s18;s18;t1;t2;w15s16;s2s15;s11s15;s12s18;s17;s13;s14;s3;s4;s5;s6;s7;s8;s16;s17;s19;s19;s19;s20;s20;s20;s24;s25;s27;/rC:-.8653,-.5013,0;2.0478,-3.8951,0;0,1.0057,0;5.3462,-2.4439,0;.868,1.5138,0;6.3367,-2.2725,0;.868,-.4978,0;5.642,-4.1535,0;;1.736,-.0012,0;5.0039,-3.3835,0;1.7374,1.0057,0;6.6325,-3.9821,0;6.9848,-3.0407,0;3.3782,-2.786,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;-1.7306,-1.0025,0;1.7028,-4.8337,0;3.7232,-1.8474,0;2.3928,-2.9565,0;4.0185,-3.554,0;2.6052,1.5109,0;3.8152,-.9444,0;7.2706,-4.7521,0;7.9702,-2.8702,0;-.4338,1.2544,0;5.0255,-2.0603,0;.8678,2.0138,0;6.5078,-1.8027,0;.8677,-.9978,0;5.4688,-4.6226,0;2.2803,-.8855,0;3.9687,.0821,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;2.0727,-2.5724,0;3.846,-4.0233,0;3.4926,-1.3264,0;

Duplicates CHEMBL111758

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111758.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111758.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111758.sdf

Formula	C₂₀H₁₇ClFN₅O₂
MW	413.84
InChIKey	XYRPEQJKEVMQSV-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.72
logP	3.92646
PSA	113.46
MR	105.766
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-3.04478
PM7_Total_Energy_ev	-4938.04812
PM7_Electronic_Energy_ev	-39782.13985
PM7_Dipole_Debye	7.05456
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.393
PM7_LUMO_Energy_ev	-0.913
PM7_COSMO_Area_square_ang	396.46
PM7_COSMO_Volue_cubic_ang	470.31
PM7_Electron_Affinity_ev	0.913
PM7_Ionization_Energy_ev	9.393
PM7_Energy_Gap_ev	8.48
PM7_Global_Hardness_ev	4.24
PM7_Global_Softness_ev	0.2358490566037736
PM7_Chemical_Potential_ev	-5.153
PM7_Electronigativity_ev	5.153
PM7_Back_Donation_Energy_ev	-1.06
PM7_Electrophilicity_ev	3.1312982311320754
OPENEYE_Name	1-(4-chloro-3-fluoro-phenyl)-3-cyano-2-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]guanidine
SMILES	C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc(c(c3)F)Cl
Canonical_SMILES	N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc(c(c1)F)Cl
InChI	1/C20H17ClFN5O2/c1-20(2)18(28)17(13-7-11(9-23)3-6-16(13)29-20)27-19(25-10-24)26-12-4-5-14(21)15(22)8-12/h3-8,17-18,28H,1-2H3,(H2,25,26,27)/f/h25-26H
InChI_3D	1S/C20H17ClFN5O2/c1-20(2)18(28)17(13-7-11(9-23)3-6-16(13)29-20)27-19(25-10-24)26-12-4-5-14(21)15(22)8-12/h3-8,17-18,28H,1-2H3,(H2,25,26,27)/t17-,18+/m1/s1
AuxInfo	1/1/N:19,20,3,4,6,5,7,8,1,2,9,11,10,14,13,12,16,17,15,18,29,28,21,22,24,25,23,27,26/E:(1,2)/F:m/E:m/rA:46cCCCCCCCCCCCCCCCCCCCCNNNNNOOFClHHHHHHHHHHHHHHHHH/rB:;;;d3;d4;;;s1s3d7;s7;s4d8;s5d10;s8;s6d13;;s10;s16;s17;s18;s18;t1;t2;w15s16;s2s15;s11s15;s12s18;s17;s13;s14;s3;s4;s5;s6;s7;s8;s16;s17;s19;s19;s19;s20;s20;s20;s24;s25;s27;/rC:-.8653,-.5013,0;2.0478,-3.8951,0;0,1.0057,0;5.3462,-2.4439,0;.868,1.5138,0;6.3367,-2.2725,0;.868,-.4978,0;5.642,-4.1535,0;;1.736,-.0012,0;5.0039,-3.3835,0;1.7374,1.0057,0;6.6325,-3.9821,0;6.9848,-3.0407,0;3.3782,-2.786,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;-1.7306,-1.0025,0;1.7028,-4.8337,0;3.7232,-1.8474,0;2.3928,-2.9565,0;4.0185,-3.554,0;2.6052,1.5109,0;3.8152,-.9444,0;7.2706,-4.7521,0;7.9702,-2.8702,0;-.4338,1.2544,0;5.0255,-2.0603,0;.8678,2.0138,0;6.5078,-1.8027,0;.8677,-.9978,0;5.4688,-4.6226,0;2.2803,-.8855,0;3.9687,.0821,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;2.0727,-2.5724,0;3.846,-4.0233,0;3.4926,-1.3264,0;
Duplicates	CHEMBL111758
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111758.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111758.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111758.sdf